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Merck

477567

Sigma-Aldrich

5,10,15,20-Tetrakis(4-hydroxyphenyl)-21H,23H-porphine

Dye content 95 %

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About This Item

Fórmula empírica (notación de Hill):
C44H30N4O4
Número de CAS:
Peso molecular:
678.73
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

composition

Dye content, 95%

mp

>300 °C (lit.)

λmax

421 nm

ε (extinction coefficient)

≥285000 at 417-423 nm in methanol at 0.001 g/L

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Oc1ccc(cc1)-c2c3ccc(n3)c(-c4ccc(O)cc4)c5ccc([nH]5)c(-c6ccc(O)cc6)c7ccc(n7)c(-c8ccc(O)cc8)c9ccc2[nH]9

InChI

1S/C44H30N4O4/c49-29-9-1-25(2-10-29)41-33-17-19-35(45-33)42(26-3-11-30(50)12-4-26)37-21-23-39(47-37)44(28-7-15-32(52)16-8-28)40-24-22-38(48-40)43(36-20-18-34(41)46-36)27-5-13-31(51)14-6-27/h1-24,45,48-52H/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-

InChI key

VFHDWGAEEDVVPD-LWQDQPMZSA-N

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General description

5,10,15,20-Tetrakis(4-hydroxyphenyl)-21H,23H-porphine (TPPOH, 2H-OHTPP) is an achiral porphyrin derivative.

Application

It may be used to prepare porphyrin based matrices for the detection of water soluble vitamins by matrix-assisted laser desorption/ionization (MALDI) mass spectrometry. It may be used to prepare 5,10,15,20-tetrakis (4-polyethyleneoxy)phenyl)) porphyrin. Nanoporous silica inserted with 2H-OHTPP imparts gas sensitivity, and it could be useful to detect NO2 by surface plasmon resonance.

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Xiwen Li et al.
The journal of physical chemistry. B, 111(17), 4342-4348 (2007-04-06)
J-aggregates of the diacid form of tetra(p-hydroxyphenyl)porphyrin (THPP) were found to be stable in nonionic micellar solution in the presence of trace ionic surfactant with an oxyacid headgroup. The excitation energy of exciton coupling depends systematically on the headgroups of
Iodinated hydroxyphenyl and hydroxynaphthyl porphyrins as tumour localisers.
G D Zanelli et al.
British journal of cancer, 61(5), 687-688 (1990-05-01)
Enhancing the gas sensitivity of surface plasmon resonance with a nanoporous silica matrix.
Berrier A, et al.
Sens. Actuators, 160(1), 181-188 (2011)
Yvette Niamien Konan et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 55(1), 115-124 (2003-01-29)
A photosensitizer, meso-tetra(4-hydroxyphenyl)porphyrin, was incorporated into sub-150 nm nanoparticles using the emulsification-diffusion technique in order to perform sterilization by filtration using 0.22 microm membranes. The three selected polyesters (poly(D,L-lactide-co-glycolide), (50:50 PLGA, 75:25 PLGA) and poly(D,L-lactide (PLA)) for the nanoparticle production
R Bonnett et al.
The Biochemical journal, 261(1), 277-280 (1989-07-01)
Four new hydroporphyrins [the o, m and p isomers of 5,10,15,20-tetra(hydroxyphenyl)chlorin and 5,10,15,20-tetra(m-hydroxyphenyl)bacteriochlorin] related to the tetra(hydroxyphenyl)porphyrins have been prepared. They show the expected strong absorption bands in the red region of the visible spectrum and are found to be

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